Things to Do in Wolfeboro: September Hiking! - The Pickering House Inn

Things to Do in Wolfeboro: September Hiking!

September is our favorite month in Wolfeboro! The weather is still warm enough to enjoy water sports, but the air has a hint of crispness and the leaves begin to tinge with color. There are so many things to do in Wolfeboro in September, from apple picking, to browsing at the Thursday farmers market, to exploring our shops and museums without the summer crowds.

If you want something a little more active, September is an ideal time for hiking and biking all the beautiful trails in and around Wolfeboro. When you stay at Pickering House Inn, you don’t even need to get in your car to enjoy some of our favorite trails! The Bridge Falls Path starts right at the Wolfeboro Railroad station downtown and runs along Wolfeboro’s Back Bay before becoming the Cotton Valley Trail, a 12-mile trail leading to Wakefield and beyond.

The Sewall Woods Conservation Area is another local favorite with easy walking access right from downtown Wolfeboro. Sewall Woods offers miles of lovely wooded hiking, biking and cross country ski trails. 

If mountain climbing is more your style, nearby Moose Mountain, Bald Peak, Mount Faraway, Mount Roberts and Mount Major offer more strenuous hiking opportunities. For a complete listing of great spots to hike and bike, please visit Wolfeboro’s Parks and Recreation web page.